TY - JOUR
T1 - Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction
AU - Odoh, Amaechi Shedrack
AU - Aidanpää, Louise
AU - Umekubo, Nariyoshi
AU - Matoba, Hiroaki
AU - Mori, Naoki
AU - Hayashi, Yujiro
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grant Number JP20H04801 in Hybrid Catalysis for Enabling Molecular Synthesis on Demand, and JP19H05630.
Publisher Copyright:
© 2021 Wiley-VCH GmbH
PY - 2021/12/28
Y1 - 2021/12/28
N2 - An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-substituted cyclohexanes having the three continuous chiral centers with excellent diastereo- and enantioselectivity.
AB - An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-substituted cyclohexanes having the three continuous chiral centers with excellent diastereo- and enantioselectivity.
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U2 - 10.1002/ejoc.202101106
DO - 10.1002/ejoc.202101106
M3 - Article
AN - SCOPUS:85121846869
SN - 0075-4617
VL - 2021
SP - 6670
EP - 6673
JO - Justus Liebigs Annalen der Chemie
JF - Justus Liebigs Annalen der Chemie
IS - 48
ER -